تفاعل #992746

ord-c97e08af733d431ea08dd6bf961e934a

معادلة التفاعل

Cc1cc(Br)cc(C)c1N
4-Bromo-2,6-dimethylaniline
O=C(Cl)CC1CCCC1
cyclopentylacetyl chloride
Cc1cc(Br)cc(C)c1NC(=O)CC1CCCC1
title compound
المردود 92.0%
Cc1cc(Br)cc(C)c1NC(=O)CC1CCCC1
N-(4-Bromo-2,6-dimethyl-phenyl)-2-cyclopentyl-acetamide
المردود 92.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
150°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe reaction was cooled to 0° C.
  2. 2
    ترشيحthe product filtered off
  3. 3
    غسيلwashed with cold acetonitrile (50 mL)

الإجراء التجريبي

4-Bromo-2,6-dimethylaniline (5.92 g) and cyclopentylacetyl chloride (4.87 mL) were dissolved in acetonitrile (26 mL) and heated to 150° C. for 10 minutes in a sealed microwave process vial. The reaction was cooled to 0° C., the product filtered off and washed with cold acetonitrile (50 mL) affording 8.43 g (92% yield) of the title compound as a brown solid. The crude product was used without further purification. LC-MS (m/z) 312 (MH+); tR=3.10, (UV, ELSD) 89%, 99%. 1H NMR (500 MHz, CDCl3): 1.22 (m, 2H), 1.52 (m, 2H), 1.63 (m, 2H), 1.77 (m, 2H), 2.06 (s, 6H), 2.31 (m, 1H), 2.64 (d, 2H), 7.15 (s, 2H), 9.98 (b, 1H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08012962B2uspto-grants-2011_09